methyl (2E,4E)-5-(4-methoxyphenyl)-4-methylpenta-2,4-dienoate

Base Information

• Chemical Name: methyl (2E,4E)-5-(4-methoxyphenyl)-4-methylpenta-2,4-dienoate
• CAS No.: 56189-94-7
• Molecular Formula: C₁₄H₁₆O₃
• Molecular Weight: 232.279
• Mol file: 56189-94-7.mol

Synonyms:methyl (2E,4E)-5-(4-methoxyphenyl)-4-methylpenta-2,4-dienoate

Chemical Property of methyl (2E,4E)-5-(4-methoxyphenyl)-4-methylpenta-2,4-dienoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (2E,4E)-5-(4-methoxyphenyl)-4-methylpenta-2,4-dienoate

There total 2 articles about methyl (2E,4E)-5-(4-methoxyphenyl)-4-methylpenta-2,4-dienoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 52.0%

(E)-3-(4-methoxyphenyl)-2-methylacrylic acid (13048-81-2,40527-52-4,13048-80-1) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → methyl (2E,4E)-5-(4-methoxyphenyl)-4-methylpenta-2,4-dienoate (56189-94-7)

Guidance literature:

(E)-3-(4-methoxyphenyl)-2-methylacrylic acid; With N-Bromosuccinimide; tetrabutylammonium trifluoroacetate; In 1,2-dichloro-ethane; at 20 ℃; for 4h;

acrylic acid methyl ester; With palladium diacetate; triphenylantimony; triethylamine; In 1,2-dichloro-ethane; for 20h;

DOI:10.1016/S0040-4020(99)01035-2

Reference yield:

methyl (E)-4-bromo-2-pentenoate (27830-44-0) + 4-methoxy-benzaldehyde (123-11-5) → methyl (2E,4Z)-5-(4-methoxyphenyl)-4-methylpenta-2,4-dienoate + methyl (2E,4E)-5-(4-methoxyphenyl)-4-methylpenta-2,4-dienoate (56189-94-7)

Guidance literature:

methyl (E)-4-bromo-2-pentenoate; With triethyl phosphite; at 160 ℃; for 18h; Inert atmosphere;

With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 - 22 ℃; Inert atmosphere;

4-methoxy-benzaldehyde; In tetrahydrofuran; at -78 - 22 ℃; optical yield given as %de; diastereoselective reaction; Inert atmosphere;

DOI:10.1021/jo902422y

upstream raw materials:

(E)-3-(4-methoxyphenyl)-2-methylacrylic acid

acrylic acid methyl ester

methyl (E)-4-bromo-2-pentenoate

4-methoxy-benzaldehyde